Dog Sitting in Holliston

Book a Holliston dog sitter to watch your dog in your sitter’s home or yours.

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Top rated Holliston dog sitters

Prices are estimates per visit for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.

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Sitter Profile Image: Salina B.
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Salina B.
$24
total per visit
5.0 out of 5 stars
63 reviews
18 repeat clients
36 years of experience
Ashland, MA, 01721

I highly recommend Salina as a pet sitter! She has visited our kitty boys during 2 separate vacations and was excellent at communication, taking photos, and even looking out for us (she closed our slightly ajar freezer during her visit!). Thanks, Salina!!!

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Mary M.
Sitter Profile Image: Lauren D.
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Lauren D.
$34
total per visit
5.0 out of 5 stars
72 reviews
30 repeat clients
12 years of experience
Holliston, MA, 01746

Couldn’t have asked for a better sitter for my precious fur baby. Communication was excellent and the photos along with videos made me so relaxed knowing she was being so well taken care of. I can’t say enough good things.

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Melissa K.
Sitter Profile Image: Brianna P.
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Brianna P.
Star Sitter
$28
total per visit
5.0 out of 5 stars
48 reviews
21 repeat clients
20 years of experience
Milford, MA, 01757

Brianna is so wonderful! We’ve booked her multiple times to check in on our cat while away. She is super dependable and communicative. She sends updates and pictures on a daily basis which we love! We will absolutely book her again and would recommend her to anyone looking for a reliable pet sitter.

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Michelle F.
Sitter Profile Image: Sarah B.
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Sarah B.
Star Sitter
$39
total per visit
5.0 out of 5 stars
18 reviews
3 repeat clients
12 years of experience
Framingham, MA, 01702

This was my first use of Rover and it was wonderful! My cat was well cared-for and a lot of communication. Will definitely use again. Thank you!

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Iris K.
Sitter Profile Image: Emma-Claire V.
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Emma-Claire V.
$19
total per visit
5.0 out of 5 stars
6 reviews
1 repeat client
14 years of experience
Sherborn, MA, 01770

Emma-Claire took great care of our dogs on short notice.

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Laurie P.
Sitter Profile Image: Nat S.
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Nat S.
Star Sitter
$32
total per visit
5.0 out of 5 stars
66 reviews
20 repeat clients
15 years of experience
Framingham, MA, 01702

Nat was pretty great in taking care of my babies. She was also very accommodating when my flight got canceled, so I needed her for an extra day. I will use her again.

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Dianna O.
Sitter Profile Image: Ana R.
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Ana R.
Star Sitter
$32
total per visit
5.0 out of 5 stars
17 reviews
5 repeat clients
4 years of experience
Framingham, MA, 01702

Ana is the absolute best!! She is truly phenomenal with our high energy, large dog. She is extremely loving with our pup and she treats him like her own. She is also reliable, trustworthy, and punctual. It’s great to know that our dog is in such capable and loving hands while we are away! I cannot recommend Ana highly enough.

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Julia B.
Sitter Profile Image: Kimberly A.
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Kimberly A.
$19
total per visit
1 year of experience
Hopkinton, MA, 01748

About: Hey there! My goal is to help ease the stress of leaving your pet at home when you can't take them with you. I have had dogs since I was a kid, 4 Newfoundlands, a Black Lab-Brittnay Spaniel mix, and I now have Charlie, a 9 yr old German Shepherd-Black Mouth Cur mix and Finn, a 1 yr old Heeler. Finn came to us as a puppy, so I have plenty of experience dealing with those puppy messes and temperaments. Most of our newfoundlands had hip problems near the end of their life, so I have no problem helping with senior dogs that need a little more care. I have also had multiple cats throughout my life and now have Luna, she is 11. Summer is here! If you need someone to check in on your dog while you take a day trip to the beach, I'm happy to stop in and spend time with your furry one. I would ask that we plan a meet and greet prior, then we're all set for those last minute plans! I have 2 boys that are in school, so I'd like to spend time during the day helping other pet parents. My flexible schedule gives me the ability to be available on short notice. I am willing to fit in weekend time, but just need a little heads up due to family activities. I am happy to walk and play with your pet while I visit. If they like a good brush, I'm happy to bond with them in that way, too.

Sitter Profile Image: Lucy L.
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Lucy L.
Star Sitter
$23
total per visit
5.0 out of 5 stars
381 reviews
141 repeat clients
10 years of experience
Framingham, MA, 01701

Lucy did an amazing job! She did exactly what we needed her to do, take care of our puppies on our wedding day. Very communicative and the dogs seemed to love her.

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audrey o.
Sitter Profile Image: Sophia B.
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Sophia B.
Star Sitter
$20
total per visit
5.0 out of 5 stars
2 reviews
3 repeat clients
10 years of experience
Milford, MA, 01757

Sofia was amazing. She treated my dog like her own and went above and beyond in making sure she was taken care of

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grant o.
Sitter Profile Image: Peggy M.
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Peggy M.
Star Sitter
$28
total per visit
5.0 out of 5 stars
36 reviews
9 repeat clients
30 years of experience
Bellingham, MA, 02019

Needed someone to play ball with my dogs while I was out of town and my wife was home recovering from surgery. Peggy was accommodating and reliable. She helped tire out the pups so my wife could continue to heal. Would definitely use again!

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Julie G.
Sitter Profile Image: Adreine L.
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Adreine L.
$28
total per visit
5.0 out of 5 stars
8 reviews
2 repeat clients
35 years of experience
Franklin, MA, 02038

About: At Adreine's Pet Sitting, I understand that your furry friends deserve the best care when you're busy or away. I offer professional dog Daycare, trusted house sitting and drop-in services to keep your pets happy and safe. With personalized attention and a focus on well-being, I will ensure your pet enjoys their time outside while maintaining the comfort of home. Whether you need a daily care or extended care during vacations, I got you covered. Let me take care of your pets as if they were my own! 🐕🐾🐾 I am currently taking new clients for Pet sitting and dog care. I offer in home overnight care as well as drop-in during the day. I am available to come to your home or mine. I will also stay with your fur baby if you need overnight care as well.

Sitter Profile Image: Nina O.
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Nina O.
$23
total per visit
1 repeat client
10 years of experience
Holliston, MA, 01746

About: I’ve been taking care of dogs and watching over them for 10 years. I have a dog of my own and I also have cared for other dogs. I used to work at doggy daycare and boarding place where my job was to love and care for the dogs when they were away from their homes. I made sure that every dog was comfortable in the space and with the dogs around them. I learned to read their body language more and understand them better. My passion for animals has grown even more with the experiences I have. I’m currently on summer break from college and was looking for a part-time activity where it fits into my open schedule besides my other job that I have. I would give the same love and attention to their dogs as I would give my own dog in my own home. Any instructions given, I would make sure that I follow them exactly and follow the schedule the owner makes. I always prioritize the pets safety and know what protocols to follow if anything were to happen. I would immediately contact the owner if needed. I would keep the owner updated by sending pictures and videos of what their pet is doing, as well as I will be playing with the dog to ensure it feels comfortable with being away from their owner and with a new person!

Sitter Profile Image: Christine L.
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Christine L.
$32
total per visit
1 repeat client
10 years of experience
Medway, MA, 02053

About: I have had pets my entire life. Dogs, cats, birds, fish, rabbits…I love animals of all kinds. My mom became paralyzed and I walked and took care of her 2 senior dogs for about 8 years until they passed. I gave them oral medication, cooked their food, walked and groomed them. Then she adopted a puppy and I took care of him as well as trained him. I currently have 2 french bulldogs of my own. One is a hyper little puppy and the other is a calmer 5 year old. I love caring for pets whether they are my own or someone else’s. I currently work part time in home care until 2pm 4 days a week. I am available most afternoons. My schedule changes if a client is in the hospital and does not need care those days which gives me the flexibility to pick up more last minute walks or check ins. I have children so I cannot work all weekend but i can be flexible and am open to them. I am open to walking your dogs in your neighborhood or wherever you prefer. I am also open to check ins and feeding dogs or cats. I will do my best to keep your routine with them if that is what you prefer. I would like to know a little bit about them beforehand and any preferences or habits they have.

Sitter Profile Image: Cate N.
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Cate N.
$20
total per visit
5.0 out of 5 stars
52 reviews
11 repeat clients
15 years of experience
Bellingham, MA, 02019

Cate is absolutely spectacular! One of cats is very skittish around people and in just a few visits he was out from under the bed, playing, and even sitting in her lap! Cate is incredibly responsive, very attentive to the boys, and super communicative while we were away (including sending tons of pictures of them hanging out!). We will absolutely be using Cate again!!!

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Marshall L.
Sitter Profile Image: Miles B.
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Miles B.
$27
total per visit
5.0 out of 5 stars
12 reviews
5 repeat clients
37 years of experience
Milford, MA, 01757

Miles was attentive and dependable, and my somewhat standoffish cats warmed up to him after a day. It was great to get daily photos and see how they were doing.

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Rich U.
Sitter Profile Image: Carolyn F.
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Carolyn F.
Star Sitter
$42
total per visit
4.9 out of 5 stars
89 reviews
31 repeat clients
40 years of experience
Sherborn, MA, 01770

Carolyn is the most caring, respectful, and attentive sitter! Carolyn has watched our pup multiple times now and he is always so well adjusted, happy, and doesn't miss a beat after being in her care! I will always prioritize booking Carolyn and try to schedule with her availability in mind, because she is just that good! Thank you, Carolyn!

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Abby R.
Sitter Profile Image: Kerry S.
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Kerry S.
$23
total per visit
1 repeat client
15 years of experience
Milford, MA, 01757

About: I have had dogs most of my life. I have adopted my dogs through shelters and understand the need for patience, care and going with the dogs flow! My neighbors utilize these skills to dog sit and walk throughout the years. I am currently off for the summer from my full time job! I am able to provide walks and drop ins at any time of day. Your pets safety and care is my number one priority. If you prefer more communication during the visit, I will always accommodate that. You are trusting me with your family, so I will treat them as my own family as well.

Sitter Profile Image: Jessica I.
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Jessica I.
$28
total per visit
5.0 out of 5 stars
11 reviews
6 repeat clients
15 years of experience
Medway, MA, 02053

Jessica did a great job checking in on our kitties while we were out of town! We have a unique situation with an rv parked at a campsite and she was very accommodating and gave us updates on them every day

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Tegan C.
Sitter Profile Image: Gianna V.
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Gianna V.
$34
total per visit
5.0 out of 5 stars
7 reviews
1 repeat client
3 years of experience
Framingham, MA, 01702

Gianna was super communicative and attentive, she did a great job taking care of our nervous puppy and making sure he had the best experience for his first Rover visit. She was also so thoughtful about small details, like cleaning his Kong toy and bringing in packages, which goes such a long way :) will book again!

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Audrey A.
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Holliston dog parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Becki is awesome with Lucy! She can be super stubborn, but Becki is so patient and knows exactly how to handle her. Lucy loved her, and we always felt totally comfortable knowing she’s in great hands. Highly recommend!

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Abbie H.
Drop-In Visits
5.0 out of 5 stars

So thankful for Sarah! She was able to help me out last minute when my current walker had a conflict. She was communicative and met my pup beforehand on short notice. Highly recommend!

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Samantha W.
Drop-In Visits
1 / 1
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How Rover works

  1. 1. Search

    Read verified reviews by dog parents like you and choose a sitter who’s a great match for you and your dogs
  2. 2. Meet & Greet

    Meet either virtually or in-person with a sitter to discuss the level of care needed for your dogs while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

The median cost per night for dog sitting in Holliston is $24

Why Choose Rover?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • Reservation protection

    It doesn't happen often, but if your dog sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

    We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.

Sitters in Holliston average 6
repeat dog sitting clients

Dog Sitting FAQs

Frequently asked questions about Rover

Dog sitters on Rover are free to set their rates. The median cost to hire a dog sitter in Holliston on Rover as of Jun 2026 was about $24 per night, after factoring in Rover’s service fees. A dog sitter’s rate may also change as you customize your booking to fit your and your dog’s needs.

If you’re searching for a Holliston dog sitter for the first time, visit the dog sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a dog sitter before, learn more about how to do this in the Rover app or on your computer.

As of Jun 2026, there are 11,082 dog sitters in Holliston. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog sitter near you. As a reminder, dog sitters joining Rover must pass a background check for you and your dog’s safety.

Rover makes it easy to reach out to multiple dog sitters about your booking. Typically, 87% of Holliston dog sitters respond in under an hour.

Dog sitters in Holliston have an average of 14 years of experience. Dog sitters with repeat customers have an average of 6 repeat clients. Experience can vary from dog sitter to dog sitter, but you can view reviews, years of experience, and number of repeat clients when you compare pet sitters in Holliston.

Rover makes it easy to find Holliston dog sitters to provide loving care from their own home. The background-checked, 5-star dog sitters you can find on Rover will welcome your dog into their home when you’re away—whether it’s just for the weekend or longer. Dog sitting is great for:

  • Dogs of all ages and abilities, including puppies
  • Dog parents looking for a safe, loving alternative to a kennel
  • Dogs who’d love to socialize with their dog sitter’s pets

There are 11,082 dog sitters in Holliston on Rover, so you’re sure to find the perfect match for your dog! In Holliston, 95% of dog sitters offer daily exercise, 95% offer medication administration, and 90% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog sitter near you. As a reminder, dog sitters joining Rover must pass background checks for you and your dog’s safety.

Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your dog sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your dog is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your dog sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your dog sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your dog sitter’s cancellation policy.